GB1379450A - Disperse dyes of the anthraquinone series - Google Patents
Disperse dyes of the anthraquinone seriesInfo
- Publication number
- GB1379450A GB1379450A GB2034172A GB2034172A GB1379450A GB 1379450 A GB1379450 A GB 1379450A GB 2034172 A GB2034172 A GB 2034172A GB 2034172 A GB2034172 A GB 2034172A GB 1379450 A GB1379450 A GB 1379450A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixture
- disperse dyes
- diamino
- unsubstituted
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000986 disperse dye Substances 0.000 title abstract 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 4
- 239000003960 organic solvent Substances 0.000 abstract 4
- -1 -hydroxyalkyl Chemical group 0.000 abstract 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- NNICRUQPODTGRU-UHFFFAOYSA-N mandelonitrile Chemical compound N#CC(O)C1=CC=CC=C1 NNICRUQPODTGRU-UHFFFAOYSA-N 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- FBMQNRKSAWNXBT-UHFFFAOYSA-N 1,4-diaminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2N FBMQNRKSAWNXBT-UHFFFAOYSA-N 0.000 abstract 1
- KXMLYSJUXIUOHI-UHFFFAOYSA-N 1-amino-4-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C([N+]([O-])=O)=CC=C2N KXMLYSJUXIUOHI-UHFFFAOYSA-N 0.000 abstract 1
- MWFMGBPGAXYFAR-UHFFFAOYSA-N 2-hydroxy-2-methylpropanenitrile Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 abstract 1
- LGRCAWFZLHMZRW-UHFFFAOYSA-N 3,6,6-triaminocyclohexa-2,4-diene-1-carboxylic acid Chemical compound C1=CC(C(C=C1N)C(=O)O)(N)N LGRCAWFZLHMZRW-UHFFFAOYSA-N 0.000 abstract 1
- 229920002284 Cellulose triacetate Polymers 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical class CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000003857 carboxamides Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/2409—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62
- C09B5/2436—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62 only nitrogen-containing hetero rings
- C09B5/2445—Phtaloyl isoindoles
- C09B5/2454—5,6 phtaloyl dihydro isoindoles
- C09B5/2463—1,3 oxo or imino derivatives
- C09B5/2481—1-oxo-3-imino derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1379450 Disperse dyes BADISCHE ANILIN- & SODA-FABRIK AG 2 May 1972 [3 May 1971] 20341/72 Heading C4P The invention comprises disperse dyes of the general formula wherein R is halogen, unsubstituted C 1 -C 12 alkyl, unsubstituted C 1 -C 2 alkoxy, -hydroxyalkyl, hydroxyalkoxy, alkoxycarbonyl alkyl or alkoxycarbonyl having 1-3 C atoms in the alkoxy group and n is 0, 1, 2 or 3. They are prepared by reacting a 1-amino-4-nitro- or 1,4 - diamino - anthraquinone - 2 - carboxylicphenylamide with a cyanide, e.g. sodium or potassium, or a compound yielding cyanide ions under the reaction conditions, e.g. acetone cyanohydrin or mandelonitrile, in an organic solvent, or mixture of organic solvents, or mixture of at least one organic solvent and water. Organic solvents used are water-soluble alcohols, ether alcohols, carboxamides and dimethylsulphoxides. The reaction takes place at up to 100‹ C. and the starting material may be prepared in situ by reaction of the corresponding carboxylic acid chloride and amine. When the starting material is a 1,4-diamino-2- carboxyphenylamide, the product mixture contains dye and its leuco form, and the mixture is then treated with an oxidizing agent. The dyes give greenish blue shades on polyesters and cellulose triacetate fibres.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712121570 DE2121570A1 (en) | 1971-05-03 | 1971-05-03 | Disperse dyes of the anthraquinone series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1379450A true GB1379450A (en) | 1975-01-02 |
Family
ID=5806584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2034172A Expired GB1379450A (en) | 1971-05-03 | 1972-05-02 | Disperse dyes of the anthraquinone series |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH552659A (en) |
| DE (1) | DE2121570A1 (en) |
| FR (1) | FR2135258B1 (en) |
| GB (1) | GB1379450A (en) |
| IT (1) | IT957685B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286418A (en) * | 1984-10-05 | 1994-02-15 | Mitsui Toatsu Chemicals, Incorporated | Polarizing film |
| JPS6187757A (en) * | 1984-10-05 | 1986-05-06 | Mitsui Toatsu Chem Inc | Dye and polarizing film using it |
-
1971
- 1971-05-03 DE DE19712121570 patent/DE2121570A1/en active Pending
-
1972
- 1972-04-24 CH CH605372A patent/CH552659A/en not_active IP Right Cessation
- 1972-05-02 IT IT4998572A patent/IT957685B/en active
- 1972-05-02 GB GB2034172A patent/GB1379450A/en not_active Expired
- 1972-05-03 FR FR7215701A patent/FR2135258B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2121570A1 (en) | 1972-11-09 |
| CH552659A (en) | 1974-08-15 |
| FR2135258B1 (en) | 1975-07-18 |
| FR2135258A1 (en) | 1972-12-15 |
| IT957685B (en) | 1973-10-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |